Step into an intimate, unforgettable evening of live jazz and effortless connection at one of Chicago’s hidden gems — The Cliff Dwellers Club.
Join a curated group of Throwback Daters for dinner on the 22nd floor overlooking breathtaking views of the Chicago skyline. Enjoy a world-class performance by jazz vocalist Alyssa Allgood, alongside Jake Shapiro on piano and Sam Peters on bass.
Between sets, we’ll take a moment for personal introductions so you can get to know the other Throwback Daters at our table.
You can choose to stay inside and enjoy the jazz, or mingle on the terrace and enjoy the views.
What To Expect
🥂 5:30 PM – Arrive and enjoy dinner at your curated Throwback Daters table
🎶 6:00 PM & 7:45 PM – Live jazz performances by Alyssa Allgood Trio
💬 During the music break – Facilitated introductions so everyone gets connected
🌆 Terrace conversations with stunning city views
Date: Friday, October 3, 2025
Location: The Cliff Dwellers - 200 S Michigan Ave, 22nd Floor
Parking: 17 E. Adams St, Chicago - $19 after validation
Time: 5:30pm - 10:00pm (music 6:00-7:15pm / 7:45-9:00pm)
Dress Code: Business Casual
Tickets: Includes your ticket to enter, buffet dinner (example menu below), and a curated evening with other Throwback Daters. Cash bar.
Suggested Age 50 - 70
THIS IS A THROWBACK DATING COMMUNITY EVENT. PLEASE CLICK THE BUTTON BELOW TO BEGIN THE PROCESS OF JOINING OUR AUTHENTIC COMMUNITY OF HIGH-QUALITY SINGLES OVER 40 IN THE CHICAGO AREA.